Synthesis of the bis-potassium salts of 5-hydroxy-3-oxopent-4-enoic acids and their use for the efficient preparation of 4-hydroxy-2H-pyran-2-ones and other heterocycles.

نویسندگان

  • Dietmar Schmidt
  • Jürgen Conrad
  • Iris Klaiber
  • Uwe Beifuss
چکیده

5-Hydroxy-3-oxopent-4-enoic acid esters can be efficiently transformed into the stable bis-potassium salts of the corresponding 5-hydroxy-3-oxopent-4-enoic acids, from which the sensitive acids are released in situ, the latter being converted into substituted 4-hydroxy-2H-pyran-2-ones, pyrazoles and isoxazoles under mild conditions; the efficiency of this method is demonstrated by the first synthesis of two naturally occurring pyrones.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Hydroxy sodalite zeolite as a recyclable catalyst for the green synthesis of tetrahydrobenzo[b]pyrans via one-pot three-component condensation reaction

The utilization of hydroxy sodalite (H-SOD) as catalyst under solvent-free condition is described for the efficient preparation of tetrahydrobenzo[b]pyrans. These compounds are synthesized by three-component reactions of aldehydes, alkylnitriles and dimedone. H-SOD that is the waste-product of zeolite manufacturing process is used as an efficient and a very inexpensive catalyst. Furthermore, it...

متن کامل

Uncatalyzed Synthesis of Arylmethylene[bis(5,5-dimethyl-3-hydroxy-2-cyclohexene-1-ones)] in Hot Water by Domino Knoevenagel/Michael Reactions

A simple and ecofriendly method was developed for the synthesis of arylmethylene[bis(5,5- dimethyl-3-hydroxy-2-cyclohexene-1-ones)] from the reaction of 5,5-dimethylcyclohexane- 1,3-dione and aromatic aldehydes in an aqueous media without any catalyst via Knoevenagel condensation followed by rapid Michael addition. No cyclization product was down to convert these enolic forms to xanthene deriva...

متن کامل

Hydroxy sodalite zeolite as a recyclable catalyst for the green synthesis of tetrahydrobenzo[b]pyrans via one-pot three-component condensation reaction

The utilization of hydroxy sodalite (H-SOD) as catalyst under solvent-free condition is described for the efficient preparation of tetrahydrobenzo[b]pyrans. These compounds are synthesized by three-component reactions of aldehydes, alkylnitriles and dimedone. H-SOD that is the waste-product of zeolite manufacturing process is used as an efficient and a very inexpensive catalyst. Furthermore, it...

متن کامل

Synthesis and antimicrobial activity of some derivatives of (7-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid hydrazide.

(7-Hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid hydrazide (2) was prepared from (7-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid ethyl ester (1) and 100% hydrazine hydrate. Compound 2, is the key intermediate for the synthesis of several series of new compounds such as Schiff's bases 3a-l, formic acid N'-[2-(7-hydroxy-2-oxo-2H- chromen-4-yl)acetyl] hydrazide (4), acetic acid N'-[2-(7-hydroxy-2-oxo-2...

متن کامل

Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives

An efficient and convenient method for synthesis of 2,6-bis (4-(dialkylamino) styryl)-4H-pyran-4-one starting from 4- (dialkylamino) benzaldehyde with 2,6-dimethyl-4H-pyran-4-onein the presence of MeONa as the base was described. Additionally, preparation of novel compounds with bis-DCM-type skeleton for application in organic light-emitting diodes was developed via reactio...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical communications

دوره 45  شماره 

صفحات  -

تاریخ انتشار 2006